Tag: M.W=200-300

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 126541-82-0, name is Methyl 3-amino-4-(trifluoromethyl)benzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 3-amino-4-(trifluoromethyl)benzoate

N-Chlorosuccinimide (8.2 g, 61 mmol) was added to a solution of methyl 3-amino-4- (trifluoromethyl)benzoate ( 13.2 g, 60.0 mmol) in acetonitrile (200 mL), and the resulting mixture was heated at 80 C for 20 h. After cooling, the mixture was partitioned between water (500 mL) and EtOAc (2 x 300 mL). The combined organic layers were washed with brine (200 mL), dried over anhydrous NaaSOzi, and concentrated. The residue was purified by column chromatography on silca gel (PE:EtOAc = 6: 1) to afford the title compound. MS: m/z = 254 (M + 1). lH NMR (400 MHz, CDC13) delta 7.49 (s, 1H), 7.17 (s, 1H), 3.92 (s, 3H).

According to the analysis of related databases, 126541-82-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MITCHELL, Helen; FRALEY, Mark E.; COOKE, Andrew J.; STUMP, Craig A.; ZHANG, Xu-Fang; MCCOMAS, Casey C.; SCHIRRIPA, Kathy; MCWHERTER, Melody; LIU, Chungsing; MAO, Qinghau; WO2015/143653; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 26218-04-2, name is 2-Ethylhexyl 4-aminobenzoate, This compound has unique chemical properties. The synthetic route is as follows., category: esters-buliding-blocks

568 g of anhydrous xylene and 139.0 g of the product prepared in example 1 were loaded into a 2-litre flask fitted with a stirrer, thermometer, dropping funnel and condenser. 645 g of a 30% xylene solution of 2-ethyl hexyl 4-aminobenzoate was added in 30 minutes to the mixture, stirred at 90C. When the addition had been completed, the mixture was maintained at 90C for 15 min and then heated to 125C in 60 minutes, obtaining a thick whitish suspension. The mixture was maintained under stirring at 125C for 3 hours, during which time a gradual reduction in the development of hydrochloric acid and an increase in the fluidity of the mixture was observed. After cooling to 80-90C, 280 g of 15% aqueous sodium carbonate was added cautiously. After 30 minutes’ mixing at 70-80C, stirring was interrupted and the underlying alkaline aqueous phase was discharged. After two further aqueous washes, the residual water was removed by azeotropic distillation under atmospheric pressure, followed by distillation of xylene to concentrate the solution. 680 g of whitish dispersion was obtained, containing approx. 275 g of the desired product, which was characterised by UPLC-MS. The dispersion “as is” was used for the subsequent stages of synthesis.

According to the analysis of related databases, 26218-04-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; 3V SIGMA S.P.A.; MAESTRI, Francesco; BEMPORAD, Luca; BERTE’, Ferruccio; WO2013/156272; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 14273-90-6, name is Methyl 6-bromohexanoate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

General procedure: Imidazole (2.0 equiv) in THF was treated with NaH (2.0 equiv). After 3 h at rt, the respective bromoalkanoic acid ester (1.0 equiv) was added and stirring was continued for the given time. Then, the reaction solution was filtered, evaporated, and purified by CC.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Hack, Silke; Wo?rlein, Babette; Ho?fner, Georg; Pabel, Jo?rg; Wanner, Klaus T.; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1483 – 1498;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 756525-95-8,Some common heterocyclic compound, 756525-95-8, name is tert-Butyl 9-Amino-4,7-dioxanonanoate, molecular formula is C11H23NO4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Compound II-2a (4.50 g, 11.68 mmol) and Compound II-2b (3.27 g, 14.01 mmol) were dissolved in dichloromethane (250 mL), and then I- (3-dimethylaminopropyl)-at 0 C to room temperature. 3-ethylcarbodiimide hydrochloride (4.47 g, 23.35 mmol), hydroxybenzotriazole (3.15 g, 23.35 mmol) and diisopropylamine (5.96 mL, 35.03 mmol) were added. The reaction mixture was stirred at room temperature overnight. After completion of the reaction and extracted with distilled water and brine, the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The concentrated residue was purified by silica gel column chromatography (dichloromethane: methanol = 30: 1 volume ratio) to obtain the title compound II-2c (6.55 g, 93%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl 9-Amino-4,7-dioxanonanoate, its application will become more common.

Reference:
Patent; Selteurion Co., Ltd.; Park Yeong-jun; Song Hyeon-nam; Park Seong-jun; Jeong Jin-gyo; Ryu Hyeon; Cha Ji-hyeon; Choi Jun-heon; Seo Won-il; Kim Min-cheol; Park So-jin; Hyun Jae-gyeong; (61 pag.)KR2019/143246; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 65868-63-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 65868-63-5, name is tert-Butyl 6-bromohexanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of t-butyl 6-bromohexanoate (500 mg, 1.99 mmol) in hexamethylphosphoramide (10 ml) was added sodium acetate (180 mg, 2.19 mmol). The reaction mixture was stirred overnight, diluted with ether, and washed with 1N aqueous hydrochloric acid (3*100 ml) and water and dried over magnesium sulfate to yield the desired diester (660 mg, 80% yield) whose structure was confirmed by NMR. The diester prepared above (1.52 g, 6.6 mmol) and ethylenediamine (539 mg, 3.82 mmol) were combined and heated to 100 C. for 2 hours. Additional ethylenediamine was added (1 equivalent) and the reaction was stirred at 100 C. for another 5 hours. The reaction mixture was then cooled to room temperature, diluted with dichloromethane (75 ml), washed with water, saturated aqueous sodium bicarbonate, 10% aqueous citric acid, and water, and dried over magnesium sulfate to yield a clear oil (560 mg). NMR analysis indicated that about 20% of the diester remained. The oil was treated with additional ethylenediamine (600 mul) at 100 C. for 2 hours and at room temperature for 48 hours. The reaction mixture was diluted with dichloromethane (100 ml), washed with saturated aqueous sodium bicarbonate, 10% aqueous citric acid, and water, dried over magnesium sulfate, and concentrated in vacuo to yield the desired t-butyl 6-hydroxyhexanoate (640 mg) in 52% yield.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl 6-bromohexanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Affymax Technologies N.V.; US5607691; (1997); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H11NaO5

General procedure: A mixture of malononitrile(2) (0.01 mol) and aromatic aldehyde (3) (0.01 mol) in EtOH was heated for 1 h. Next, a mixture of the sodium salt of diethyloxaloacetate (0.01 mol) (1)and hydrazine hydrate (4) in AcOH was added. The solution was heatedat 120omicronC for 15-30 min. After cooling, the precipitated solid was filtered,and recrystallized from EtOH.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 40876-98-0.

Reference:
Article; Gein; Zamaraeva; Slepukhin; Tetrahedron Letters; vol. 55; 33; (2014); p. 4525 – 4528;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 55954-23-9, name is Methyl 2,4-dichlorophenylacetate, A new synthetic method of this compound is introduced below., COA of Formula: C9H8Cl2O2

To a suspension of 2,4-dichlorophenylacetic acid methyl ester (1 .38 mmol) and paraformaldehyde (1 .45 mmol) in 2.7 mL DMSO was added NaHC03 (0.07 mmol). The reaction mixture was stirred at RT for 2 h and then quenched with water. The mixture was neutralized with 1 M HCI solution and extracted with EtOAc (2x). The combined organic layers were dried over MgS04 and concentrated in vacuo. Purification by CC (KP-SIL from Biotage) using Hept to Hept/EtOAc (1/1 ) gives the desired compound as colorless oil; LC-MS (B): tR = 0.77 min; 1 H NMR ((CD3)2SO) delta: 7.64 (d, 1 H), 7.46 (m, 2H), 5.14 (t, 1 H), 4.18 (m, 1 H), 3.92 (m, 1 H), 3.72 (m, 1 H), 3.62 (s, 3H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; HILPERT, Kurt; HUBLER, Francis; KIMMERLIN, Thierry; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; WO2013/14587; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 52727-57-8, A common heterocyclic compound, 52727-57-8, name is Methyl 2-amino-5-bromobenzoate, molecular formula is C8H8BrNO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: 1.5 equiv of PMBONH3+Cl- plus 4.5 equiv of LiHMDS (at 0 C for 2 h) or 4.1 equiv of LDA (from -78 C to -10 C, 0.5 h); yields were similar.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Bosch, Lluis; Mouscadet, Jean-Franois; Ni, Xio-Ju; Vilarrasa, Jaume; Tetrahedron Letters; vol. 52; 7; (2011); p. 753 – 756;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

260806-90-4, name is Methyl 3-bromo-2-methoxybenzoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 260806-90-4

Bis(dibenzylideneacetone)dipalladium(0) (11.5 mg, 2% mol) and 1,2,3,4,5-pentaphenyl-1-(di-tert-butylphosphino)ferrocene (29.1 mg, 1% mol) were added, under nitrogen flux, to a solution of 24 (500 mg, 2.04 mmol) in anhydrous toluene (5 ml), followed by K3PO4 (874 mg, 4.12 mmol) and n-butyl-boronic acid (251.8 mg, 2.47 mmol). The system was sealed, and the reaction mixture was stirred at 100 C for 19 h. After cooling to room temperature, toluene was removed by evaporation in vacuo to afford the crude product that was purified by flash column chromatography on silica gel (n-hexane/AcOEt 9:1) to give pure 25 (400 mg, yield: 88%). 1H NMR (200 MHz, CDCl3) delta (ppm): 0.93 (t, 3H, J = 7.3 Hz), 1.25-1.66 (m, 4H), 2.62-2.70 (m, 1H), 3.83 (s, 3H), 3.91 (s, 3H), 7.07 (t, 1H, J = 7.6 Hz), 7.35 (dd, 1H, J = 7.5 Hz, J = 1.8 Hz), 7.64 (dd, 1H, J = 7.5 Hz, J = 1.8 Hz); MS: m/z 222 (M+, 40), 223 ([M + 1]+, 100), 191 ([M – OCH3]+, 21).

The synthetic route of 260806-90-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bertini, Simone; Parkkari, Teija; Savinainen, Juha R.; Arena, Chiara; Saccomanni, Giuseppe; Saguto, Simone; Ligresti, Alessia; Allara, Marco; Bruno, Agostino; Marinelli, Luciana; Di Marzo, Vincenzo; Novellino, Ettore; Manera, Clementina; Macchia, Marco; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 526 – 536;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 88709-17-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 88709-17-5 name is Ethyl 2-ethoxy-4-methylbenzoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

The reaction kettle was charged with ethyl 4-methyl-2-ethoxybenzoate (2.08 g, 10 mmol), isopropanol (100 mL, 1.33 mol), 30% hydrogen peroxide (13.6 mL, 12 mmol), and copper fluoride (24.9 mg, 0.3 mmol), bis- (diphenylphosphine) ethylamine (132.9 mg, 0.3 mmol), charged with 2.0 MPa of CO, heated to reflux, and stirred for 10 hours. After cooling to room temperature, a 2 mol / L potassium hydroxide aqueous solution (30 mL) was added to the reaction solution after depressurization, and the reaction was stirred at 40 C for 6 hours. Then, cyclohexane (50 mL × 3) was added to wash the reaction solution. The reaction solution was neutralized with hydrochloric acid to a pH of 7 , Concentrated under reduced pressure to about 50 mL, acidified with hydrochloric acid to pH 3, a yellow solid precipitated, filtered, and the residue was recrystallized from toluene-petroleum ether to obtain a white solid intermediate (I) (1.87 g, yield: 74.1%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-ethoxy-4-methylbenzoate, and friends who are interested can also refer to it.

Reference:
Patent; Hangzhou China-USA East China Pharmaceutical Co., Ltd.; Yu Rui; Hong Xuming; Zheng Min; Shao Qingling; (8 pag.)CN110483292; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics